In an article, author is Korb, Marcus, once mentioned the application of 7650-91-1, Name: Benzyldiphenylphosphine, Name is Benzyldiphenylphosphine, molecular formula is C19H17P, molecular weight is 276.31, MDL number is MFCD00014083, category is chiral-phosphine-ligands. Now introduce a scientific discovery about this category.
Evaluation of the Transferability of the Flexible Steric Bulk Concept from N-Heterocyclic Carbenes to Planar-Chiral Phosphinoferrocenes and their Electronic Modification
The concept of flexible steric bulk is discussed at 2-phenylvinyl-1-phosphinoferrocenes. The introduction of freely rotatable 1′-silyl groups increases the catalytic productivity within the synthesis of tri-ortho-substituted biaryls by Suzuki-MiyauraC,Ccross-coupling reactions, giving higher yields with 1/4 of catalyst concentration than for thenon-silylated derivatives. Electronic modification of the P and the vinyl donor functionalities was investigated by introducing substituents in theparapositions of both groups. Therein, electron-withdrawing phosphines increased the yield from 78 to 91 % for a given biaryl, by changing from a diphenylphosphino to the P(p-CN-C6H4)(2)unit. Opposite results, obtained from electron-donating and sterically demanding phosphines, were in accordance with the(1)J(P-31,Se-77) values. However, the electron density of the ferrocenyl backbone, expressed by the redox potential of the first ferrocenyl-related redox process, cannot be correlated with the donor-properties at the P atom. Changing from a PPh2-substituted ferrocene to a (R-A)-1,1′-binaphthyl-containing phosphonite, a complex interaction between the axial- and the planar-chiral motifs occurs, resulting a change of the absolute biaryl configuration.
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Reference:
Phosphine ligand,
,Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate